4-Aminophenylpropanenitrile

Base Information

• Chemical Name: 4-Aminophenylpropanenitrile
• CAS No.: 10139-91-0
• Molecular Formula: C₉H₁₀N₂
• Molecular Weight: 146.192
• European Community (EC) Number: 831-716-9
• Mol file: 10139-91-0.mol

Synonyms:3-(4-aminophenyl)propanenitrile;4-Aminophenylpropanenitrile;10139-91-0;SCHEMBL4000874;3-(4-Aminophenyl)propionitrile;UNJNPBSWRQIBGH-UHFFFAOYSA-N;3-(4-Amino-phenyl)-propionitrile;AKOS006326233;EN300-332100

Chemical Property of 4-Aminophenylpropanenitrile

Chemical Property:

• XLogP3: 1.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 146.084398327
• Heavy Atom Count: 11
• Complexity: 148

Purity/Quality:

95% ^*data from raw suppliers

3-(4-Aminophenyl)propanenitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC(=CC=C1CCC#N)N
• Uses: 3-(4-Amino-phenyl)-propionitrile is used in the formylation and condensation of glycinate, in the preparation of inhibitors of purine nucleoside phosphorylase.

Technology Process of 4-Aminophenylpropanenitrile

There total 9 articles about 4-Aminophenylpropanenitrile which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 97.0%

(E)-3-(4-aminophenyl)acrylonitrile (77120-14-0) → 3-(4-aminophenyl)-propionitrile (10139-91-0)

Guidance literature:

With hydrogen; palladium 10% on activated carbon; In ethanol; at 20 ℃; for 24h;

Reference yield: 60.8%

p-nitrocinnamonitrile (27892-88-2) → 3-(4-aminophenyl)-propionitrile (10139-91-0)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; for 9h; under 760 Torr;

DOI:10.1021/jm00053a008

Reference yield: 40.0%

4-nitrobenzaldehdye (555-16-8) + ethyl 2-cyanoacetate (105-56-6) → 3-(4-aminophenyl)-propionitrile (10139-91-0) + C16H17N3

Guidance literature:

With iron pentacarbonyl; sodium hydroxide; In ethanol; at 140 ℃; for 6h; Schlenk technique; Sealed tube; Inert atmosphere;

DOI:10.1002/ejoc.201801412

upstream raw materials:

3-(4-nitrophenyl)propanenitrile

p-nitrocinnamonitrile

4-nitrobenzaldehdye

dihydrocinnamonitrile

Downstream raw materials:

3-(p-hydroxyphenyl)propiononitrile

4-iodobenzenepropanenitrile

2-Formyl-3-(4-iodo-phenyl)-propionitrile

3-Amino-4-(4-iodo-benzyl)-1H-pyrrole-2-carboxylic acid methyl ester